I had similar issues. 
Try the double strap method.
First get something like this: Found: Good Handy Strap Replacement
You will need two pieces.
- Get hard and insert into your sleeve
- Wrap the first strap piece around the sleeve between the strap guides (as if it were on a handy) creating a ring. Wrap it tight enough that the ring won’t slip out of the strap guides but not so tight that it’s uncomfortable/difficult to slide the sleeve. Cut off any extra strap material, leaving enough overlap to keep it securely closed.
- Replace the standard Handy strap with one from this roll.
- Attach the sleeve to the handy by wrapping the handy strap around the sleeve ring strap. Stay inside the sleeve while doing this so as not to make the handy strap too tight. Make sure the two straps lock together (that you have the hook side of one strap against the loop side of the other strap).
You can now slide out of the sleeve and remove the sleeve from the handy. You do NOT need to unstrap anything - leave the straps connected in place. You may have to adjust the tension of either strap to get it just right, but once you are comfortable you never need to remove the straps from the handy. To use it, slide your sleeve into the strap first and then insert yourself into it.
Hope that makes sense and that it works for you.
